1-(3-chlorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(3-chlorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
• 化学式: C₁₇H₁₅ClO₃
• 分子量: 302.757
• InChiKey: DLNUKQKPVGRZTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-chlorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one 在 氯磺酸 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  1,2-苯并噻嗪衍生物的合成及抗菌活性

  摘要：

  许多 1,2-苯并噻嗪已在三步法中合成。九个带有甲基、氟、氯和溴取代基的查耳酮 1-9 用氯磺酸进行氯磺化，生成查耳酮磺酰氯 10-18。这些通过与冰醋酸中的溴反应转化为二溴化合物 19-27。化合物 19-27 与氨、甲胺、乙胺、苯胺和苄胺反应生成 45 个 1,2-苯并噻嗪 28-72 库。使用肉汤微量稀释技术对两种革兰氏阳性菌（枯草芽孢杆菌和金黄色葡萄球菌）和两种革兰氏阴性菌（变形杆菌和鼠伤寒沙门氏菌）评估化合物 28-72 的抗菌活性。结果表明，没有一种化合物对革兰氏阴性细菌 P. vulgaris 和 S. typhimurium 显示出任何活性；然而，化合物 31、33、38、43、45、50、53、55、58、60、63 和 68 显示出对革兰氏阳性细菌枯草芽孢杆菌和金黄色葡萄球菌的活性。最低抑菌浓度 (MIC) 和最低杀菌浓度 (MBC) 的范围为 25–600 µg/mL，但部分

  DOI：

  10.3390/molecules21070861
• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 、 3-氯苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以67.4%的产率得到1-(3-chlorophenyl)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and antifungal activity of chalcone derivatives

  摘要：

  In the present study, using chalcone as a lead compound, a series of its derivatives (compounds 1-30) were designed and synthesised. Their activity of anti-pathogenic fungi of plants has been evaluated. It is found that these compounds have good antifungal activity against Sclerotinia sclerotiorum, Helminthosprium maydis, Botrytis cinerea, Rhizoctonia solani and Gibberella zeae. Among them, the inhibition of growth for compound 30 against S. sclerotiorum showed 89.9%, with the median effective concentrations (EC50) of 15.4gmL(-1). The inhibition of growth for compounds 28, 29 and 30 at a concentration of 100gmL(-1) against H. maydis is 90.3%, 90.7% and 91.1%, with EC50 of 15.1, 18.3 and 18.1gmL(-1), respectively.

  DOI：

  10.1080/14786419.2015.1007973

文献信息

• Synthesis and Antibacterial Activity of Benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide Derivatives
  作者：Jatinder Bassin、Michelle Botha、Rajesh Garikipati、Madhu Goyal、Lee Martin、Amit Shah

  DOI：10.3390/molecules22111889

  日期：——

  Using a routine procedure, a number of derivatives of the benzo[4,5]isothiazolo[2,3-a]pyrazine-6,6-dioxide ring system have been synthesized from readily available starting materials. A series of chalcones were synthesized, which were subsequently reacted with chlorosulfonic acid to generate chalcone sulfonyl chlorides. The chalcone sulfonyl chlorides were then treated with bromine to generate dibromo

  使用常规程序，苯并[4,5]异噻唑并[2,3-a]吡嗪-6,6-二氧化物环系统的许多衍生物已经从容易获得的起始材料合成。合成了一系列查耳酮，随后与氯磺酸反应生成查耳酮磺酰氯。然后用溴处理查耳酮磺酰氯以生成二溴查耳酮磺酰氯。这些随后在沸腾的乙醇中与 1,2-二氨基丙烷和 2-甲基-1,2-二氨基丙烷反应，分别生成化合物 2-10 和 11-19，产率为 12-80%。产物通过光谱分析表征，化合物 11 的最终结构通过 X 射线晶体学确定。筛选合成的化合物对枯草芽孢杆菌的潜在抗菌特性，
• Electrochemically Induced Ring-Opening/Friedel–Crafts Arylation of Chalcone Epoxides Catalyzed by a Triarylimidazole Redox Mediator
  作者：Nan-ning Lu、Ni-tao Zhang、Cheng-Chu Zeng、Li-Ming Hu、Seung Joon Yoo、R. Daniel Little

  DOI：10.1021/jo5022184

  日期：2015.1.16

  The indirect anodic oxidation of chalcone epoxides in the presence of electron-rich heteroarenes mediated by a triarylimidazole (Med) was investigated by cyclic voltammetry (CV) and controlled potential electrolysis. The CV results indicate that a homogeneous electron transfer between Med(center dot+) and chalcone epoxides is facilitated by an electron-rich heteroarene that serves as an arylation reagent. The preparative scale electrolysis generated epoxide-ring-opened/Friedel-Crafts arylation products in moderate to good yields. The fact that only a catalytic amount of charge was required suggests that Med(center dot+) initiates a chain reaction. In addition, overoxidation of the products is avoided even though their oxidation potential is less than that of the starting chalcone epoxides.